Literature DB >> 16075082

Asymmetric Carroll rearrangement of allyl alpha-acetamido-beta-ketocarboxylates catalysed by a chiral palladium complex.

Ryoichi Kuwano1, Naoki Ishida, Masahiro Murakami.   

Abstract

Asymmetric decarboxylative rearrangement (Carroll rearrangement) of allyl alpha-acetamido-beta-ketocarboxylates was catalysed by a palladium complex modified with a chiral phosphine ligand, giving optically active gamma,delta-unsaturated alpha-aminoketones with up to 90% ee.

Entities:  

Year:  2005        PMID： 16075082     DOI： 10.1039/b505105c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  Mechanistic origin of the stereodivergence in decarboxylative allylation.

Authors:  Kalicharan Chattopadhyay; Ranjan Jana; Victor W Day; Justin T Douglas; Jon A Tunge
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

Review 2.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

3.  Migratory decarboxylative coupling of coumarins: synthetic and mechanistic aspects.

Authors:  Ranjan Jana; James J Partridge; Jon A Tunge
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-19       Impact factor: 15.336

4.  Catalytic Enantioselective Synthesis of α-Difunctionalized Cyclic Sulfones.

Authors:  Eleanor Bowen; Gillian Laidlaw; Bethany C Atkinson; Timur A McArdle-Ismaguilov; Vilius Franckevičius
Journal:  J Org Chem       Date:  2022-07-08       Impact factor: 4.198

5.  Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides.

Authors:  Gillian Laidlaw; Vilius Franckevičius
Journal:  Org Lett       Date:  2021-12-16       Impact factor: 6.005

Review 6.  The Allylic Alkylation of Ketone Enolates.

Authors:  Lukas Junk; Uli Kazmaier
Journal:  ChemistryOpen       Date:  2020-09-10       Impact factor: 2.630
  6 in total

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